Compare Florida Keys Condo Rentals

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Featured Florida Keys Condo Rentals

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Florida Keys Accommodation Oceanfront

    Amoray Dive Resort

    Amoray Dive Resort

    104250 Overseas Hwy, Key Largo, FL
    $111 nightly
    The price is $125 total per night from Oct 27 to Oct 28
    $125 total
    Oct 27 - Oct 28
    Total with taxes and fees
    9/10 Wonderful! (1,008 reviews)
    Captain Pips Marina & Hideaway

    Captain Pips Marina & Hideaway

    1480 Overseas Hwy, Marathon, FL
    $95 nightly
    The price is $107 total per night from Oct 16 to Oct 17
    $107 total
    Oct 16 - Oct 17
    Total with taxes and fees
    9/10 Wonderful! (1,009 reviews)
    Fairfield Inn & Suites by Marriott Marathon Florida Keys

    Fairfield Inn & Suites by Marriott Marathon Florida Keys

    13201 Overseas Hwy, Marathon, FL
    $149 nightly
    The price is $168 total per night from Oct 16 to Oct 17
    $168 total
    Oct 16 - Oct 17
    Total with taxes and fees
    9/10 Wonderful! (1,025 reviews)
    The Pelican Key Largo Cottages

    The Pelican Key Largo Cottages

    99340 Overseas Highway, Key Largo, FL
    $91 nightly
    The price is $102 total per night from Oct 21 to Oct 22
    $102 total
    Oct 21 - Oct 22
    Total with taxes and fees
    8.8/10 Excellent! (1,004 reviews)
    Hampton Inn Key Largo Manatee Bay

    Hampton Inn Key Largo Manatee Bay

    102400 Overseas Hwy, Key Largo, FL
    $130 nightly
    The price is $147 total per night from Oct 26 to Oct 27
    $147 total
    Oct 26 - Oct 27
    Total with taxes and fees
    8.8/10 Excellent! (1,004 reviews)
    Bayside Inn Key Largo

    Bayside Inn Key Largo

    99490 Overseas Hwy, Key Largo, FL
    $134 nightly
    The price is $148 total per night from Oct 20 to Oct 21
    $148 total
    Oct 20 - Oct 21
    Total with taxes and fees
    8.4/10 Very Good! (1,582 reviews)
    Ibis Bay Beach Resort

    Ibis Bay Beach Resort

    3101 N. Roosevelt Blvd, Key West, FL
    $134 nightly
    The price is $151 total per night from Oct 16 to Oct 17
    $151 total
    Oct 16 - Oct 17
    Total with taxes and fees
    8/10 Very Good! (1,994 reviews)
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Tavernier, FL
    $178 nightly
    The price is $200 total per night from Oct 16 to Oct 17
    $200 total
    Oct 16 - Oct 17
    Total with taxes and fees
    7.8/10 Good! (1,006 reviews)
    Banana Bay Resort & Marina

    Banana Bay Resort & Marina

    4590 Overseas Highway, Marathon, FL
    $183 nightly
    The price is $205 total per night from Nov 13 to Nov 14
    $205 total
    Nov 13 - Nov 14
    Total with taxes and fees
    7.6/10 Good! (1,000 reviews)

Hotel Options in Florida Keys

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $199 nightly
    The price is $224 total per night from Oct 26 to Oct 27
    $224 total
    Oct 26 - Oct 27
    Total with taxes and fees
    9/10 Wonderful! (1,222 reviews)
    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    97000 Overseas Hwy, Key Largo, FL
    $346 nightly
    The price is $389 total per night from Oct 21 to Oct 22
    $389 total
    Oct 21 - Oct 22
    Total with taxes and fees
    8.6/10 Excellent! (1,007 reviews)
    Waterside Suites & Marina

    Waterside Suites & Marina

    201 Ocean Drive, Key Largo, FL
    $138 nightly
    The price is $155 total per night from Oct 16 to Oct 17
    $155 total
    Oct 16 - Oct 17
    Total with taxes and fees
    8.8/10 Excellent! (1,093 reviews)

Luxury Condos

Find luxury condos in Florida Keys
Get your vacation off to a fabulous start by booking a luxury condo in Florida Keys. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Florida Keys condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Florida Keys will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Florida Keys Condo Rentals essential information

Accommodation
179 Condo Rentals
Lowest Price
$102
Highest Price
$389
Popular accommodation
5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities, Indigo Reef Resort Villas & Marina by KeysCaribbean, Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico., FALL '25 Deals! OCEANFRONT Lux 1350sf w/ Stunning Views & All Amenities of home!, Mariners Club 316 Oceanfront Condo, Private Gym, Epic Amenities, Pickleball, Vibrant, waterfront retreat with WiFi, balcony & dock access, Kawama Yacht Club - 2 Bedrooms with a Private Ocean Front Beach, The Reef at Marathon, Luxury Condo at Ocean Front Kawama Tower Complex